365: How One Flip Turned Into $150M In Real Estate Deals

J Scott joins David Lecko to break down how one flip in 2008 turned into $150 million in real estate deals. He shares the story of his first bad deal, how a single forum post led to a long-term partnership, and why he still does single family flips today—despite leading a $73 million multifamily development. They also dive into market cycles, raising capital, and how to tell when it’s time to sell a rental.

KEY TALKING POINTS:

0:00 - Intro

0:21 - The Books That J Scott Has Written & His Real Estate Development

1:50 - Has Estimating Rehab Costs Changed In Recent Years?

5:04 - J Scott’s First Real Estate Deals

9:26 - His Background Before Getting Into Real Estate & How He Funded Deals

13:05 - How He Found His First Private Lender & What Makes Good Partnerships

20:01 - What Makes Someone A Good Wholesaler?

23:11 - Why He Got Into Real Estate

24:58 - His Work/Life Balance Now

27:47 - What He Hopes To Teach People

28:40 - His 351 Unit Deal

32:38 - How The Market Affects Commercial Real Estate

35:59 - Interest Rates & The Fed

41:25 - Interest Rates Affecting Single Family Vs Multi-Family

42:39 - His Single Family Investing

45:11 - Getting Started Around 2008

47:06 - What He’d Tell Someone Who Wants To Start Today

49:58 - Outro

LINKS:

Instagram: J Scott

https://www.instagram.com/JScottInvestor/

Website: J Scott

https://linktr.ee/jscottinvestor/

Instagram: David Lecko

https://www.instagram.com/dlecko

Website: DealMachine

https://www.dealmachine.com/pod

Instagram: Ryan Haywood

https://www.instagram.com/heritage_home_investments

Website: Heritage Home Investments

https://www.heritagehomeinvestments.com/